After working part time as an elementary school teacher and a reporter for a local newspaper, he moved to Tokyo in 1900 and began writing the arts column for the literary magazine, Myogi. Three years later, he joined the Nihon Shimbun newspaper as a reporter. Using the pen name, "Kenkabō", he began a column called Shindai yanagidaru, which advocated a new style of senryu poetry.
With the arrival of the Shōwa period in 1926, he again changed the name of the magazine, this time to Senryujin.
He also wrote the essays, Proletariat Literature and Bourgeois Literature, and Senryu odo ron ("Royal Way of Senryu"), and contributed pieces to the magazines, Nihon oyobi Nihonjin (Japan and the Japanese) and Kaizo ("Reconstruction").
Kenkabō's senryu are characterized by their grandeur and generosity. Kenkabō had disciples all around Japan, including Kawakami Santaro, Murata Shugyo and "Kijiro" (novelist Yoshikawa Eiji's senryu pen name). His works include Shin senryu rokusen ku ("Six Thousand New Senryu"), Senryu o tsukuru hito ni ("For Senryu Poets") and Ko senryu shinzui ("The Essence of Classical Senryu").